HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Dimethyl 2,5-dimethyl-4-[2-(2-trimethylsilylethenyl)phenyl]-1,4-dihydropyridine-3,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | 2-(2-Trimethylsilylethenyl)benzaldehyde | HCID 54301200 | — |
| Product | Dimethyl 2,5-dimethyl-4-[2-(2-trimethylsilylethenyl)phenyl]-1,4-dihydropyridine-3,5-dicarboxylate | HCID 74031287 | — |
Reaction Steps
To the Compound 1a (3.1 mmol) in anhydrous methanol (8 ml) was added methyl 3-aminocrotonate (3.1 mmol) and methyl acetoacetate (3.1 mmol) and the resulting solution heated at reflux under nitrogen for 5 days. The solvent was removed in vacuo to yield a yellow oil which was purified by flash chromatography on silica gel eluted with hexane:diethyl ether (1:1) to afford Compound 1b as yellowish powder (Rf =0.3, m.p. 148°-150° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04587253 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-96e60ece598b4b6fa5ed4d7b8e3d9461 |
| Source note | uspto-grants-1986_05 |